Manage Microsoft licensing and cloud billing, ensuring compliance and cost optimization while collaborating with IT, Finance, and Procurement.
Overview
The Microsoft Licensing & Cloud Billing Specialist is responsible for managing, optimizing, and governing Microsoft licensing and cloud billing across the organization. This role ensures licensing compliance, billing accuracy, cost optimization, and alignment between Microsoft agreements, cloud consumption, and business needs. The position serves as a critical liaison between IT, Finance, Procurement, and external Microsoft partners.
Key Responsibilities
Microsoft Licensing Management
- Own and manage Microsoft licensing programs (CSP, MCA, EA, NCE, SPLA as applicable)
- Interpret and apply Microsoft licensing rules, terms, and program changes
- Ensure license compliance and readiness for audits or true-ups
- Advise IT and leadership on licensing implications for new initiatives, migrations, and projects
Cloud Billing & Financial Operations
- Oversee Microsoft cloud billing accuracy, reconciliation, and reporting
- Manage monthly CSP/NCE billing cycles, proration, credits, and adjustments
- Reconcile Microsoft invoices against reseller invoices and internal usage reports
- Track renewals, commitments, and term expirations to avoid financial risk
Cost Optimization & Governance
- Identify opportunities to optimize licensing and reduce unnecessary spend
- Monitor license utilization and recommend right-sizing actions
- Support budgeting, forecasting, and chargeback/showback models
- Establish governance processes for license requests, changes, and approvals
Cross-Functional Collaboration
- Partner with IT teams on Azure, Microsoft 365, AVD/VDI, and security licensing
- Work closely with Finance and Accounting on accruals, forecasting, and variance analysis
- Coordinate with Procurement and external Microsoft partners or resellers
- Support leadership with clear, executive-level reporting and insights
Reporting & Documentation
- Maintain accurate license inventories and entitlement documentation
- Produce regular reports on license usage, spend, and compliance status
- Document processes, standards, and controls related to licensing and billing
Required Qualifications
- Strong understanding of Microsoft licensing and cloud billing models
- Experience with Microsoft 365, Azure, and CSP/NCE billing structures
- Ability to interpret complex contracts, agreements, and licensing terms
- High attention to detail with strong analytical and reconciliation skills
- Experience working cross-functionally with IT and Finance teams
Preferred Qualifications
- Experience in a Microsoft partner, MSP, VAR, or enterprise IT environment
- Familiarity with Software Asset Management (SAM) practices
- Experience supporting audits, true-ups, or compliance reviews
- Advanced Excel or financial reporting skills
Key Skills & Competencies
- Microsoft Licensing Expertise
- Cloud Billing & Financial Analysis
- Contract Interpretation
- Cost Optimization & Governance
- Stakeholder Communication
- Process Improvement
Top Skills
Azure
Csp
Microsoft 365
Nce
Similar Jobs
Fintech • Insurance • Machine Learning • Other • Analytics • Financial Services • Automation
The Claims Adjuster will manage workers' compensation claims, ensuring compliance with regulations, providing customer service, and optimizing claims processes to achieve favorable outcomes.
Top Skills:
G-Suite ToolsSlack
Artificial Intelligence • Information Technology • Marketing Tech • Software • SEO
The Senior Engagement Manager will manage enterprise account onboarding and activation, presenting to C-suite, and developing scalable engagement frameworks.
Top Skills:
Ai ToolsCrmsLlmsProject Management ToolsSaas Platforms
eCommerce • Healthtech • Kids + Family • Retail • Social Media
The Continuous Improvement Manager will enhance Babylist's fulfillment and logistics by driving efficiency through data analysis, process redesign, and cross-functional collaboration, ensuring operational excellence and cost-effectiveness.
Top Skills:
Data Visualization ToolsExcelOmsProject Management ToolsSQLTmsWms
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

.png)

